EP1813152A1 - Mélange fongicide à base de biphénylanilides 3,4-disubstitués - Google Patents

Mélange fongicide à base de biphénylanilides 3,4-disubstitués Download PDF

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Publication number
EP1813152A1
EP1813152A1 EP06101045A EP06101045A EP1813152A1 EP 1813152 A1 EP1813152 A1 EP 1813152A1 EP 06101045 A EP06101045 A EP 06101045A EP 06101045 A EP06101045 A EP 06101045A EP 1813152 A1 EP1813152 A1 EP 1813152A1
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EP
European Patent Office
Prior art keywords
methyl
carboxylic acid
amide
pyrazole
trifluoromethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP06101045A
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German (de)
English (en)
Inventor
Jochen Dr. Dietz
Markus Dr. Gewehr
Siegfried Dr. Strathmann
Reinhard Dr. Stierl
Frank Dr. Werner
Maria Scherer
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BASF SE
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BASF SE
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Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to EP06101045A priority Critical patent/EP1813152A1/fr
Priority to PCT/EP2006/063866 priority patent/WO2007003643A1/fr
Publication of EP1813152A1 publication Critical patent/EP1813152A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles

Definitions

  • the invention relates to a method for controlling harmful fungi with mixtures of at least one compound I and at least one of the compounds I with active compounds II and the use of the active compounds II for the preparation of such mixtures and agents and seeds containing these mixtures.
  • Substituted biphenylanilides of the formula I are known from the EP-A 589301 in which also a process for their preparation and a list of possible mixing partners from the series of fungicides, bactericides, acaricides, nematicides or insecticides is given.
  • Enilconazole (imazalil), 1- [2- (2,4-dichlorophenyl) -2- (2-propenyloxy) ethyl] -1 H -imidazole ( Fruits 28, p.
  • Epoxiconazole (2 RS, 3 SR) -1- [3- (2-chlorophenyl) -2,3-epoxy-2- (4-fluorophenyl) propyl] -1 H- 1,2,4-triazole ( EP-A 196 038 ); Fenbuconazole, ⁇ - [2- (4-chlorophenyl) ethyl] - ⁇ -phenyl-1 H -1,2,4-triazolo-1-propanenitrile ( Proc. 1988 Br. Crop Prot. Conf. - Pests Dis., Vol. 1, p.
  • Fluquinconazole 3- (2,4-dichlorophenyl) -6-fluoro-2- [1,2,4] triazol-1-yl-3H-quinazolin-4-one ( Proc. Br. Crop Prot. Conf.-Pests Dis., 5-3, 411 (1992 )); Flusilazole, 1 - ⁇ [bis (4-fluorophenyl) methylsilanyl] methyl ⁇ -1H- [1,2,4] triazole ( Proc. Br. Crop Prot. Conf.-Pests Dis., Vol. 1, p.
  • Fosetyl Fosetyl-aluminum, ethylphosphonate ( FR 22 54 276 ); Iprovalicarb, [(1S) -2-methyl-1- (1-p-tolyl-ethylcarbamoyl) -propyl] carbamic acid isopropyl ester ( EP-A 472 996 ); Hexachlorobenzene ( CR Seances Acad. Agric. Fr., Vol. 31, p.
  • the present invention mixtures were the object of the applied with reduced total amount of Active ingredients have an improved action against harmful fungi. Accordingly, the mixtures of active ingredients I and II defined above were found. It has also been found that it is possible to combat harmful fungi more effectively than with the individual compounds alone if one compound I and at least one of the active compounds II, or at least one compound I and at least one of the active compounds II are used simultaneously and separately (synergistic mixtures).
  • the compounds I can be used as synergists for a variety of different fungicidal agents. By simultaneous joint or separate application of at least one compound I with at least one active ingredient II, the fungicidal activity is increased to a superadditive extent.
  • the 3,4-disubstituted biphenylanilides of the formula I are from the older German Application No. 102005007160.0 and the WO 2005/034628 known or produced in the manner described therein.
  • the compounds I in which X is sulfur can be prepared, for example, by sulfurization of the corresponding compounds I in which X is oxygen (cf., for example, US Pat D. Petrova & K. Jakobcic, Croat. Chem. Acta 48, 49 (1976 ) as well as the WO 2001/42223 ).
  • R 1 and R 2 are independently fluorine, chlorine, methyl, methoxy or trifluoromethyl.
  • Very particularly preferred compounds of the formula I are 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (3 ', 4'-dichlorobiphenyl-2-yl) -amide, 1-methyl-3-trifluoromethyl-1H pyrazole-4-carboxylic acid (3'-chloro-4'-fluorobiphenyl-2-yl) -amide, 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (3 ', 4'-difluorobiphenyl-2 -yl) -amide, 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (3'-fluoro-4'-chlorobiphenyl-2-yl) -amide, 1-methyl-3-difluoromethyl-1H pyrazole-4-carboxylic acid (3'-chloro-4'-fluorobiphenyl-2-yl) -amide, 1-methyl-3-difluoromethyl-1H pyr
  • mixtures of a compound of the formula I with at least one active compound selected from the group of the D) heterocyclic compounds are also preferred.
  • mixtures of a compound of formula I with at least one active ingredient selected from the group of E) carbamates are also preferred.
  • mixtures of a compound of formula I with at least one active ingredient selected from the group of F) other fungicides are also preferred.
  • A) azoles selected from cyproconazole, difenoconazole, epoxiconazole, fluquinconazole, flusilazole, flutriafol, metconazole, myclobutanil, propiconazole, prothioconazole, triadimefon, triadimenol, Tebuconazole,
  • active substance selected from the group of A) azoles selected from epoxiconazole, fluquinconazole, flutriafol, metconazole, tebuconazole, triticonazole, prochloraz and carbendazim.
  • active substance selected from the group of C) carboxylic acid amides selected from fenhexamide, Metalaxyl, mefenoxam, ofurace, dimethomorph, flumorph, fluopicolide (picobenzamide), zoxamide, carpropamide and mandipropamide.
  • active compound selected from the group consisting of d) heterocyclic compounds selected from fluazinam
  • active compound selected from the group consisting of d) heterocyclic compounds selected from pyrimethanil, dodemorph, fenpropimorph, tridemorph, lprodione, vinclozoline, 5-chloro-7- (4-methyl) piperidin-1-yl) -6- (2,4,6-trifluorophenyl) - [1,2,4] triazolo [1,5-a] pyrimidine and quinoxyfen.
  • active compound selected from the group of F fungicides selected from dithianone, fentin salts such as fentin acetate, fosetyl, fosetyl aluminum, phosphorous acid and salts thereof, chlorothalonil, Dichlofluanid, thiophanate-methyl, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate, sulfur, cymox
  • the mixtures of compound (s) I with at least one of the active compounds II or the simultaneous joint or separate use of a compound I with at least one of the active compounds II are distinguished by excellent activity against a broad spectrum of phytopathogenic fungi, in particular from Class of Ascomycetes, Basidiomycetes, Deuteromycetes and Peronosporomycetes (syn. Oomycetes). They are partially systemically effective and can be used in crop protection as foliar, pickling and soil fungicides.
  • the mixtures according to the invention are also suitable for controlling harmful fungi in the protection of materials (eg wood, paper, dispersions for painting, fibers or fabrics) and in the protection of stored products.
  • harmful fungi Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp .; Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllum spp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp.
  • Tyromyces spp. Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes such as Mucor spp., moreover, in the protection of the following yeasts: Candida spp. and Saccharomyces cerevisae.
  • the mixtures of a compound I and an active compound II are particularly suitable for controlling Botrytis species.
  • the compound (s) I with at least one of the active compounds II can be applied simultaneously, namely jointly or separately, or in succession, the sequence in the case of separate application generally having no effect on the control result.
  • the pure active ingredients I to II which can be added further active against harmful fungi or other pests such as insects, spider animals or nematodes or herbicidal or growth-regulating agents or fertilizers.
  • mixtures of at least one compound I and at least one active ingredient II are used.
  • mixtures of at least one compound I with two or optionally several active components can offer particular advantages.
  • the compound I and the active ingredient II are usually used in a weight ratio of 100: 1 to 1: 100, preferably 20: 1 to 1:20, especially 10: 1 to 1:10 applied.
  • the further active components are added to the compound I in a ratio of from 20: 1 to 1:20.
  • the application rates of the mixtures according to the invention, especially in agricultural crops, depending on the nature of the compounds and the desired effect at 5 to 2000 g / ha, preferably 20 to 1500 g / ha, in particular 50 to 1000 g / ha.
  • the application rates for the compounds I are correspondingly generally from 1 to 1000 g / ha, preferably from 10 to 900 g / ha, in particular from 20 to 750 g / ha.
  • the application rates for the active compounds II are correspondingly generally 1 to 2000 g / ha, preferably 10 to 1500 g / ha, in particular 40 to 1000 g / ha.
  • In the seed treatment are generally application rates of mixture of 1 to 1000 g per 100 kg of seed, preferably 1 to 750 g per 100 kg, in particular 5 up to 500 g per 100 kg of seed.
  • the method for controlling harmful fungi is carried out by the separate or combined application of compound (s) I and active ingredient (s) II or a mixture of compound (s) I with at least one of the active ingredients II by spraying or dusting the seeds, the plants or soils before or after sowing the plants or before or after emergence of the plants.
  • the mixtures according to the invention, or the compound (s) I and at least one of the active compounds II, can be converted into the customary formulations, for example Solutions, emulsions, suspensions, dusts, powders, pastes or granules.
  • the application form depends on the respective purpose; It should in any case ensure the finest possible and uniform distribution of the mixture according to the invention.
  • the surface-active substances used are alkali metal, alkaline earth metal, ammonium salts of ligninsulfonic acid, naphthalenesulfonic acid, phenolsulfonic acid, dibutylnaphthalenesulfonic acid, alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcohol sulfates, fatty acids and sulfated fatty alcohol glycol ethers, furthermore condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctylphenol, octylphenol, nonylphenol, alkylphenol, tributylphenyl, Tristerylphenylpolyglykolether
  • mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or their derivatives, methanol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophorone, strong polar solvents, e.g. Dimethylsulfoxide, N-methylpyrrolidone or water into consideration.
  • mineral oil fractions of medium to high boiling point such as kerosene or diesel oil, coal tar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. Toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or
  • Powders, dispersants and dusts may be prepared by mixing or co-grinding the active substances with a solid carrier.
  • Granules (e.g., coated, impregnated or homogeneous granules) can be prepared by binding the active ingredients to solid carriers.
  • Solid carriers are e.g. Mineral earths such as silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide, ground plastics, as well as fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable Products such as cereal flour, tree bark, wood and nutshell flour, cellulose powder or other solid carriers.
  • Mineral earths such as silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bolus, loess, clay, dolomite, diatomaceous earth, calcium and magnesium sulfate, magnesium oxide,
  • the formulations generally contain 0.01 to 95 wt .-%, preferably 0.1 to 90 wt .-% of the active ingredients.
  • the active compounds are used in a purity of 90% to 100%, preferably 95% to 100% (by NMR or HPLC spectrum). Examples of formulations according to the invention are: 1. Products for dilution in water
  • a mixture according to the invention 20 parts by weight of a mixture according to the invention are dissolved in 70 parts by weight of cyclohexanone with the addition of 10 parts by weight of a dispersant, e.g. Polyvinylpyrrolidone dissolved. Dilution in water gives a dispersion.
  • a dispersant e.g. Polyvinylpyrrolidone dissolved. Dilution in water gives a dispersion.
  • the active ingredient content is 20% by weight
  • a mixture according to the invention 25 parts by weight of a mixture according to the invention are dissolved in 35 parts by weight of xylene with addition of calcium dodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 parts by weight).
  • This mixture is added to water by means of an emulsifying machine (e.g., Ultraturax) in 30 parts by weight and made into a homogeneous emulsion. Dilution in water results in an emulsion.
  • the formulation has an active ingredient content of 25% by weight.
  • a mixture according to the invention 20 parts by weight of a mixture according to the invention are comminuted with the addition of 10 parts by weight dispersing and wetting agents and 70 parts by weight of water or an organic solvent in a stirred ball mill to a fine active substance suspension. Dilution in water results in a stable suspension of the active ingredient.
  • the active ingredient content in the formulation is 20% by weight.
  • 50 parts by weight of a mixture according to the invention are finely ground with the addition of 50 parts by weight of dispersants and wetting agents and prepared by means of industrial equipment (for example extrusion, spray tower, fluidized bed) as water-dispersible or water-soluble granules. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • the formulation has an active ingredient content of 50% by weight.
  • 75 parts by weight of a mixture according to the invention are milled with the addition of 25 parts by weight of dispersants and wetting agents and silica gel in a rotor-Strator mill. Dilution in water results in a stable dispersion or solution of the active ingredient.
  • the active ingredient content of the formulation is 75% by weight.
  • 0.5 parts by weight of a mixture according to the invention are finely ground and combined with 99.5 parts by weight of carriers. Common methods are the extrusion, the Spray drying or the fluidized bed. This gives a granulate for direct application with an active ingredient content of 0.5 wt .-%.
  • the active compounds may be used as such, in the form of their formulations or the forms of use prepared therefrom, e.g. in the form of directly sprayable solutions, powders, suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, scattering agents, granules by spraying, misting, dusting, scattering or pouring.
  • the forms of application depend entirely on the intended use; In any case, they should ensure the finest possible distribution of the active compounds according to the invention.
  • Aqueous application forms can be prepared from emulsion concentrates, pastes or wettable powders (wettable powders, oil dispersions) by adding water.
  • the substances as such or dissolved in an oil or solvent, can be homogenized in water by means of wetter, tackifier, dispersant or emulsifier. But it can also be made of effective substance wetting, adhesion, dispersing or emulsifying and possibly solvent or oil concentrates, which are suitable for dilution with water.
  • the active compound concentrations in the ready-to-use preparations can be varied within wide ranges. In general, they are between 0.0001 and 10%, preferably between 0.01 and 1%.
  • the active ingredients can also be used with great success in the ultra-low-volume (ULV) process, it being possible to apply formulations containing more than 95% by weight of active ingredient or even the active ingredient without additives.
  • UUV ultra-low-volume
  • wetting agents To the active ingredients oils of various types, wetting agents, adjuvants, herbicides, fungicides, other pesticides, bactericides, optionally also just before use (tank mix), are added. These agents are usually added to the compositions according to the invention in a weight ratio of 1: 100 to 100: 1, preferably 1:10 to 10: 1.
  • adjuvants in this sense are in particular: organically modified polysiloxanes, eg Break Thru S 240 ® ; Alcohol alkoxylates, eg. As Atplus 245 ®, Atplus MBA 1303 ®, Plurafac LF 300 ® and Lutensol ON 30 ®; EO-PO block polymers, eg. Pluronic RPE 2035 ® and Genapol B ®; Alcohol ethoxylates, eg. As Lutensol XP 80 ®; and sodium dioctylsulfosuccinate, e.g. B. Leophen RA ®.
  • organically modified polysiloxanes eg Break Thru S 240 ®
  • Alcohol alkoxylates eg. As Atplus 245 ®, Atplus MBA 1303 ®, Plurafac LF 300 ® and Lutensol ON 30 ®
  • EO-PO block polymers eg. Pluronic RPE 2035
  • the compounds I and II, or the mixtures or the corresponding formulations are applied by the harmful fungi, their habitat or the plants, seeds, soils, areas, materials or spaces to be kept free of them with a fungicidally effective amount of the mixture, or the compound (s) I and at least one of the active ingredients II when applied separately.
  • the active compounds were prepared separately or together as a stock solution with 25 mg of active ingredient, which with a mixture of acetone and / or dimethyl sulfoxide and the emulsifier Uniperol ® EL (wetting agent with emulsifying and dispersing based on ethoxylated alkylphenols) in the volume ratio solvent- Emulsifier from 99 to 1 ad 10 ml was filled. It was then made up to 100 ml with water. This stock solution was mixed with the described solvent-emulsifier-water mixture diluted to the drug concentration given below. Alternatively, the active ingredients could be used as a commercial ready-to-use formulation and diluted with water to the indicated drug concentration.
  • Uniperol ® EL wetting agent with emulsifying and dispersing based on ethoxylated alkylphenols
  • the infestation of the treated plants corresponds to that of the untreated control plants; at an efficiency of 100, the treated plants had no infestation.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
EP06101045A 2005-07-06 2006-01-30 Mélange fongicide à base de biphénylanilides 3,4-disubstitués Withdrawn EP1813152A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP06101045A EP1813152A1 (fr) 2006-01-30 2006-01-30 Mélange fongicide à base de biphénylanilides 3,4-disubstitués
PCT/EP2006/063866 WO2007003643A1 (fr) 2005-07-06 2006-07-04 Melanges fongicides a base de biphenylamides de l'acide pyrazole-carboxylique 3,4-disubstitues

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP06101045A EP1813152A1 (fr) 2006-01-30 2006-01-30 Mélange fongicide à base de biphénylanilides 3,4-disubstitués

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101953345A (zh) * 2010-08-17 2011-01-26 江苏东宝农药化工有限公司 一种具有增效作用的杀菌可湿性粉剂及其制备方法
CN102067859A (zh) * 2011-02-19 2011-05-25 陕西美邦农药有限公司 一种含有种菌唑与硫代氨基甲酸酯类化合物的杀菌组合物
CN101530102B (zh) * 2008-09-11 2011-09-21 张少武 一种含腈苯唑和甲基硫菌灵的杀菌组合物及其应用
CN101380011B (zh) * 2008-08-06 2012-03-07 张少武 含有甲基硫菌灵和己唑醇的具有杀菌作用的组合物
CN103168785A (zh) * 2013-03-22 2013-06-26 江苏七洲绿色化工股份有限公司 一种含有肟菌酯的三元复配杀菌组合物及其应用
US8642506B2 (en) 2006-11-21 2014-02-04 Mitsui Chemicals, Inc. Plant disease damage control composition and plant disease damage prevention and control method
CN103563909A (zh) * 2013-10-23 2014-02-12 江苏丰登农药有限公司 一种含丙硫菌唑和稻瘟酰胺的杀菌组合物及其应用
CN104285991A (zh) * 2014-09-28 2015-01-21 江苏省绿盾植保农药实验有限公司 一种含有福美双和稻瘟灵的复合杀菌剂及其应用
GB2516838A (en) * 2013-07-31 2015-02-11 Rotam Agrochem Int Co Ltd Fungicidal compositions and their use
CN105815319A (zh) * 2012-06-21 2016-08-03 陕西美邦农药有限公司 一种含咪唑菌酮与三唑类的高效杀菌组合物
CN106719719A (zh) * 2017-01-17 2017-05-31 广东中迅农科股份有限公司 一种含氟嘧菌酯、乙嘧酚的杀菌组合物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0589301A1 (fr) * 1992-09-21 1994-03-30 BASF Aktiengesellschaft Carboxanilides, procédé de préparation et compositions fungicides les contenant
WO2005034628A1 (fr) * 2003-10-10 2005-04-21 Bayer Cropscience Aktiengesellschaft Combinaisons synergiques de substances actives fongicides
WO2005110089A2 (fr) * 2004-05-13 2005-11-24 Basf Aktiengesellschaft Melanges fongicides
WO2005123690A1 (fr) * 2004-06-18 2005-12-29 Basf Aktiengesellschaft (ortho-phenyl)-anilides d'acide 1-methyl-3-difluormethyl-pyrazol-4-carboxylique et leur utilisation comme fongicides
WO2005123689A1 (fr) * 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-trifluoromethyl-pyrazol-4-acide carboxylique-(ortho-phenyl)-anilides et leur utilisation comme fongicides

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0589301A1 (fr) * 1992-09-21 1994-03-30 BASF Aktiengesellschaft Carboxanilides, procédé de préparation et compositions fungicides les contenant
WO2005034628A1 (fr) * 2003-10-10 2005-04-21 Bayer Cropscience Aktiengesellschaft Combinaisons synergiques de substances actives fongicides
WO2005110089A2 (fr) * 2004-05-13 2005-11-24 Basf Aktiengesellschaft Melanges fongicides
WO2005123690A1 (fr) * 2004-06-18 2005-12-29 Basf Aktiengesellschaft (ortho-phenyl)-anilides d'acide 1-methyl-3-difluormethyl-pyrazol-4-carboxylique et leur utilisation comme fongicides
WO2005123689A1 (fr) * 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-trifluoromethyl-pyrazol-4-acide carboxylique-(ortho-phenyl)-anilides et leur utilisation comme fongicides

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8642506B2 (en) 2006-11-21 2014-02-04 Mitsui Chemicals, Inc. Plant disease damage control composition and plant disease damage prevention and control method
CN101380011B (zh) * 2008-08-06 2012-03-07 张少武 含有甲基硫菌灵和己唑醇的具有杀菌作用的组合物
CN101530102B (zh) * 2008-09-11 2011-09-21 张少武 一种含腈苯唑和甲基硫菌灵的杀菌组合物及其应用
CN101953345A (zh) * 2010-08-17 2011-01-26 江苏东宝农药化工有限公司 一种具有增效作用的杀菌可湿性粉剂及其制备方法
CN101953345B (zh) * 2010-08-17 2014-09-17 江苏东宝农药化工有限公司 一种具有增效作用的杀菌可湿性粉剂及其制备方法
CN102067859A (zh) * 2011-02-19 2011-05-25 陕西美邦农药有限公司 一种含有种菌唑与硫代氨基甲酸酯类化合物的杀菌组合物
CN105815319A (zh) * 2012-06-21 2016-08-03 陕西美邦农药有限公司 一种含咪唑菌酮与三唑类的高效杀菌组合物
CN103168785A (zh) * 2013-03-22 2013-06-26 江苏七洲绿色化工股份有限公司 一种含有肟菌酯的三元复配杀菌组合物及其应用
GB2516838A (en) * 2013-07-31 2015-02-11 Rotam Agrochem Int Co Ltd Fungicidal compositions and their use
GB2516838B (en) * 2013-07-31 2016-09-21 Rotam Agrochem Int Co Ltd Fungicidal compositions and their use
CN103563909A (zh) * 2013-10-23 2014-02-12 江苏丰登农药有限公司 一种含丙硫菌唑和稻瘟酰胺的杀菌组合物及其应用
CN104285991A (zh) * 2014-09-28 2015-01-21 江苏省绿盾植保农药实验有限公司 一种含有福美双和稻瘟灵的复合杀菌剂及其应用
CN104285991B (zh) * 2014-09-28 2016-05-18 江苏丘陵地区镇江农业科学研究所 一种含有福美双和稻瘟灵的复合杀菌剂及其应用
CN106719719A (zh) * 2017-01-17 2017-05-31 广东中迅农科股份有限公司 一种含氟嘧菌酯、乙嘧酚的杀菌组合物

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